Room Temperature Phosphorescence in Solution from Thiophene‐Bridged Triply Donor‐Substituted Tristriazolotriazines

Luciano, Hugo Marchi; Farias, Giliandro; Salla, Cristian M; Franca, Larissa Gomes; Kuila, Suman; Monkman, Andrew P.; Durola, Fabien; Bechtold, Ivan H.; Böck, Harald; Gallardo, Hugo

doi:10.1002/chem.202203800

Cited by 5 publications

(2 citation statements)

References 39 publications

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“…Therefore, the sum of SOCMEs from S 1 to T n ( n = 1–5) was calculated and compared. 20 The sum of SOCMEs of compounds 2, 3, and 4 was calculated to be 0.30, 8.68, and 0.09 cm −1 , respectively, showing significant differences ( Fig. 8 ).…”

Section: Resultsmentioning

confidence: 96%

Insights into mechanistic interpretation of crystalline-state reddish phosphorescence of non-planar π-conjugated organoboron compounds

Adachi,

Kurihara,

Yamada

et al. 2024

Chem. Sci.

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Section: Resultsmentioning

confidence: 96%

Insights into mechanistic interpretation of crystalline-state reddish phosphorescence of non-planar π-conjugated organoboron compounds

Adachi,

Kurihara,

Yamada

et al. 2024

Chem. Sci.

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“…Nonetheless, there is a preference for metal-free materials as they are generally cost-effective, biocompatible, and easily processed. Two main principles to achieve efficient room-temperature phosphorescence in purely organic materials are (i) enhancing ISC efficiency by using aromatic carbonyl, heavy-atom, or/and heterocycle/heteroatom-containing compounds; − (ii) suppressing intramolecular motion and intermolecular collision which can quench excited triplet states, e.g., embedding phosphors into polymers and packing them tightly in crystals. − Gallardo et al . recently proposed an alternative approach for the latter, demonstrating that by partially shielding the localization of the emissive triplet state at the molecular coresurrounded by three bulky donor unitsit likely enhances the strong SOC between them, enabling room-temperature phosphorescence to manifest even in a solution.…”

Section: Phosphorescencementioning

confidence: 99%

Exploring the Versatile Uses of Triplet States: Working Principles, Limitations, and Recent Progress in Phosphorescence, TADF, and TTA

Franca,

Bossanyi,

Clark

et al. 2024

ACS Appl. Opt. Mater.

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Triplet excited states in organic semiconductors are usually optically dark and long-lived as they have a spin-forbidden transition to the singlet ground state and therefore hinder processes in light-harvesting applications. Also, triplets often cause damage to the system as they can sensitize the formation of reactive singlet oxygen. Despite these unfavorable characteristics, there exist mechanisms through which we can utilize triplet states, and that constitutes the scope of this review. Commencing with an introductory short exploration of the triplet state problem, we proceed to elucidate the principal mechanisms underpinning the utilization of triplet states in organic materials: 1. Phosphorescence (PH), 2. Thermally Activated Delayed Fluorescence (TADF), and 3. Triplet−Triplet Annihilation (TTA). In each section we unveil their working principles, highlight their vast range of applications, and discuss their limitations and perspectives. We dedicate special attention to the use of these mechanisms in organic light-emitting diodes (OLEDs), given that OLEDs represent the most thriving commercial application of organic semiconductors. This review aims to provide readers with insights and opportunities to engage with and contribute to the study of photophysical properties and device physics of organic semiconductors, especially regarding harnessing the potential of triplet states.

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Balanced Energy Gaps as a Key Design Rule for Solution‐Phase Organic Room Temperature Phosphorescence

Paredis

Cardeynaels

Kuila

et al. 2023

Chemistry A European J

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Metal-free organic emitters that display solutionphase room temperature phosphorescence (sRTP) remain exceedingly rare. Here, we investigate the structural and photophysical properties that support sRTP by comparing a recently reported sRTP compound (BTazÀ ThÀ PXZ) to two novel analogous materials, replacing the donor group by either acridine or phenothiazine. The emissive triplet excited state remains fixed in all three cases, while the emissive charge-transfer singlet states (and the calculated paired charge-transfer T 2 state) vary with the donor unit. While all three materials show dominant RTP in film, in solution different singlet-triplet and triplet-triplet energy gaps give rise to triplet-triplet annihilation followed by weak sRTP for the new compounds, compared to dominant sRTP throughout for the original PXZ material. Engineering both the sRTP state and higher charge-transfer states therefore emerges as a crucial element in designing emitters capable of sRTP.

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Room Temperature Phosphorescence in Solution from Thiophene‐Bridged Triply Donor‐Substituted Tristriazolotriazines

Cited by 5 publications

References 39 publications

Insights into mechanistic interpretation of crystalline-state reddish phosphorescence of non-planar π-conjugated organoboron compounds

Insights into mechanistic interpretation of crystalline-state reddish phosphorescence of non-planar π-conjugated organoboron compounds

Exploring the Versatile Uses of Triplet States: Working Principles, Limitations, and Recent Progress in Phosphorescence, TADF, and TTA

Balanced Energy Gaps as a Key Design Rule for Solution‐Phase Organic Room Temperature Phosphorescence

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